FR2455017A1 - Optically active 3:chloro 2:methyl propanol - by stereospecific hydrolysis of an ester using pancreatic lipase - Google Patents

Optically active 3:chloro 2:methyl propanol - by stereospecific hydrolysis of an ester using pancreatic lipase

Info

Publication number
FR2455017A1
FR2455017A1 FR7910589A FR7910589A FR2455017A1 FR 2455017 A1 FR2455017 A1 FR 2455017A1 FR 7910589 A FR7910589 A FR 7910589A FR 7910589 A FR7910589 A FR 7910589A FR 2455017 A1 FR2455017 A1 FR 2455017A1
Authority
FR
France
Prior art keywords
chloro
methyl propanol
pancreatic lipase
ester
optically active
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
FR7910589A
Other languages
French (fr)
Other versions
FR2455017B1 (en
Inventor
Jacques Baratti
Jacques Lavayre
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bpifrance Financement SA
Original Assignee
Agence National de Valorisation de la Recherche ANVAR
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Agence National de Valorisation de la Recherche ANVAR filed Critical Agence National de Valorisation de la Recherche ANVAR
Priority to FR7910589A priority Critical patent/FR2455017A1/en
Publication of FR2455017A1 publication Critical patent/FR2455017A1/en
Application granted granted Critical
Publication of FR2455017B1 publication Critical patent/FR2455017B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Zoology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Biotechnology (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Analytical Chemistry (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

3-Chloro-2-methyl propanol esters Cl-CH2-CH(CH3)CH2OCOR (I) (where R is 1 to 17C alkyl) are stereospecifically hydrolysed to free chloro methyl propanol by contact with pancreatic lipase, esp. porcine, immobilised on a support. The support is pref. silica having a particle size of around 100 microns and pore dia. between 1000 and 3000 Angstrom units, and which carries iodide gps. Intermediates for the prepn. of therapeutically-active materials, esp. the analgesic methotrimeprazine.
FR7910589A 1979-04-26 1979-04-26 Optically active 3:chloro 2:methyl propanol - by stereospecific hydrolysis of an ester using pancreatic lipase Granted FR2455017A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7910589A FR2455017A1 (en) 1979-04-26 1979-04-26 Optically active 3:chloro 2:methyl propanol - by stereospecific hydrolysis of an ester using pancreatic lipase

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7910589A FR2455017A1 (en) 1979-04-26 1979-04-26 Optically active 3:chloro 2:methyl propanol - by stereospecific hydrolysis of an ester using pancreatic lipase

Publications (2)

Publication Number Publication Date
FR2455017A1 true FR2455017A1 (en) 1980-11-21
FR2455017B1 FR2455017B1 (en) 1982-08-20

Family

ID=9224773

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7910589A Granted FR2455017A1 (en) 1979-04-26 1979-04-26 Optically active 3:chloro 2:methyl propanol - by stereospecific hydrolysis of an ester using pancreatic lipase

Country Status (1)

Country Link
FR (1) FR2455017A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4518813A (en) * 1981-10-02 1985-05-21 Basf Aktiengesellschaft Optically active units for the synthesis of the side chain of (R,R,R)-α-tocopherol and their preparation
US4923810A (en) * 1988-08-24 1990-05-08 Genzyme Corporation Resolution of glycidyl esters to high enantiomeric excess
EP0549872A2 (en) * 1991-11-15 1993-07-07 Lonza Ag Process for the preparation of (2R,E3)-4-halo-3-buten-2-ols

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2181297A (en) * 1937-02-01 1939-11-28 Dow Chemical Co Hydrolysis of 1,3-dihalo-isobutanes

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2181297A (en) * 1937-02-01 1939-11-28 Dow Chemical Co Hydrolysis of 1,3-dihalo-isobutanes

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CA1953 *
CA1966 *
CA1967 *
CA1975 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4518813A (en) * 1981-10-02 1985-05-21 Basf Aktiengesellschaft Optically active units for the synthesis of the side chain of (R,R,R)-α-tocopherol and their preparation
US4923810A (en) * 1988-08-24 1990-05-08 Genzyme Corporation Resolution of glycidyl esters to high enantiomeric excess
EP0549872A2 (en) * 1991-11-15 1993-07-07 Lonza Ag Process for the preparation of (2R,E3)-4-halo-3-buten-2-ols
EP0549872A3 (en) * 1991-11-15 1994-08-17 Lonza Ag Process for the preparation of (2r,e3)-4-halo-3-buten-2-ols

Also Published As

Publication number Publication date
FR2455017B1 (en) 1982-08-20

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